$131 Find Cheap Flights from Caribbean Islands to Louisville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Louisville departing on 5/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Caribbean Islands to Louisville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Louisville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Louisville

Fr, Mai 29 - So, Mai 31
Southwest Logo
5:35 am - 12:35 pm
SJU
-
SDF
7h 00m
1 stop
Southwest Logo
5:10 pm - 12:05 am
SDF
-
SJU
6h 55m
1 stop
$276Southwest
Mi, Aug 5 - So, Aug 9
Delta Logo
2:35 pm - 9:37 pm
SJU
-
SDF
7h 02m
1 stop
Delta Logo
3:24 pm - 11:00 pm
SDF
-
SJU
7h 36m
1 stop
$296Delta
Di, Apr 14 - Do, Apr 23
American Airlines Logo
5:45 am - 4:05 pm
SJU
-
SDF
10h 20m
2 stops
American Airlines Logo
7:33 am - 8:51 pm
SDF
-
SJU
13h 18m
1 stop
$302American Airlines
Di, Apr 14 - Do, Apr 23
American Airlines Logo
10:03 am - 11:59 pm
SJU
-
SDF
13h 56m
1 stop
American Airlines Logo
7:52 pm - 10:48 am
SDF
-
SJU
14h 56m
1 stop
$303American Airlines
Do, Mrz 26 - So, Mrz 29
Delta Logo
1:00 pm - 11:57 pm
SJU
-
SDF
10h 57m
1 stop
Delta Logo
5:35 pm - 11:16 pm
SDF
-
SJU
5h 41m
1 stop
$316Delta
Di, Mrz 24 - Mo, Mrz 30
Multiple Airlines Logo
1:45 am - 11:14 am
SJU
-
SDF
9h 29m
1 stop
Multiple Airlines Logo
9:13 pm - 6:55 pm
SDF
-
SJU
21h 42m
1 stop
$330Multiple Airlines
Mi, Mrz 4 - Mo, Mrz 9
Delta Logo
6:37 pm - 11:58 pm
SJU
-
SDF
6h 21m
1 stop
Delta Logo
8:05 am - 4:18 pm
SDF
-
SJU
8h 13m
1 stop
$336Delta
Di, Mrz 24 - Mo, Mrz 30
Spirit Airlines Logo
1:45 am - 11:14 am
SJU
-
SDF
9h 29m
1 stop
Spirit Airlines Logo
12:09 pm - 6:55 pm
SDF
-
SJU
30h 46m
3 stops
$363Spirit Airlines
Do, Mai 21 - Fr, Mai 29
Multiple Airlines Logo
3:27 pm - 8:20 pm
STI
-
SDF
28h 53m
1 stop
Multiple Airlines Logo
9:10 pm - 2:22 pm
SDF
-
STI
17h 12m
1 stop
$419Multiple Airlines
Do, Mai 21 - So, Mai 31
Spirit Airlines Logo
3:27 pm - 11:41 am
STI
-
SDF
20h 14m
2 stops
Spirit Airlines Logo
3:33 pm - 2:22 pm
SDF
-
STI
22h 49m
1 stop
$489Spirit Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$131
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from San Juan to Louisville

FAQs for booking flights from Caribbean Islands to Louisville

  • How does KAYAK find such low prices on flights from Caribbean Islands to Louisville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Louisville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Louisville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Louisville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Louisville with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Louisville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Louisville from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean Islands to Louisville

 
Need help choosing which airline to fly with from Caribbean Islands to Louisville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11334 reviews
6.4Food
7.5Boarding
7.2Comfort
6.9Entertainment
8.0Crew
Airline reviews

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

2.0 MediocreMarius, Feb 2026
LGA - ORD
Read more American Airlines reviews

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

The TSA check in took 1.5 hours to get through in Austin and I missed my flights back to DC

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

There was free WiFi (definitely a plus), but the flight was delayed 45 minutes waiting on a catering truck that never arrived. The pilot said there would be food vouchers given out at the end of the gangway to make up for the inconvenience, but there was no one offering those. Delay made me late for work!

Waiting for gate in RDU for more than 20mins is crazy.

Flight was on time and there was an empty seat next to me. That makes for a good flight!

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

I like that the flight attendant was very attentive and helpful. The meal menu could have more of an variety of food choices.

Everything was good. Flight was very full so crew was busy. After we boarded and plane pulled away from the gate, we were delayed about 40 minutes- sitting on the runway - due to weather en route or at the destination. While weather is not the fault of the airline- it’s terrible to sit on a plane and not moving.

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